(2R,3R,4S,5S,6R)-2-[[(4S,6S,7R)-5-chloro-4,6-dihydroxy-2,3-dioxatricyclo[5.3.1.04,8]undecan-9-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

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Internal ID 7632965a-2435-4240-80c0-82011b90db35
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
IUPAC Name (2R,3R,4S,5S,6R)-2-[[(4S,6S,7R)-5-chloro-4,6-dihydroxy-2,3-dioxatricyclo[5.3.1.04,8]undecan-9-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) C1C2CC(C3C1C(C(C3(OO2)O)Cl)O)OC4C(C(C(C(O4)CO)O)O)O
SMILES (Isomeric) C1[C@H]2[C@@H](C([C@@]3(C2C(CC1OO3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)Cl)O
InChI InChI=1S/C15H23ClO10/c16-13-9(18)5-1-4-2-6(8(5)15(13,22)26-25-4)23-14-12(21)11(20)10(19)7(3-17)24-14/h4-14,17-22H,1-3H2/t4?,5-,6?,7-,8?,9+,10-,11+,12-,13?,14-,15+/m1/s1
InChI Key JTVSKPTWBQUBTJ-MBUQVJOVSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C15H23ClO10
Molecular Weight 398.79 g/mol
Exact Mass 398.0979746 g/mol
Topological Polar Surface Area (TPSA) 158.00 Ų
XlogP -2.10
Atomic LogP (AlogP) -2.80
H-Bond Acceptor 10
H-Bond Donor 6
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R,4S,5S,6R)-2-[[(4S,6S,7R)-5-chloro-4,6-dihydroxy-2,3-dioxatricyclo[5.3.1.04,8]undecan-9-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6723 67.23%
Caco-2 - 0.9011 90.11%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.4839 48.39%
OATP2B1 inhibitior - 0.8576 85.76%
OATP1B1 inhibitior + 0.8951 89.51%
OATP1B3 inhibitior + 0.9406 94.06%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior - 0.9648 96.48%
P-glycoprotein inhibitior - 0.8795 87.95%
P-glycoprotein substrate - 0.8434 84.34%
CYP3A4 substrate + 0.6353 63.53%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8156 81.56%
CYP3A4 inhibition - 0.8751 87.51%
CYP2C9 inhibition - 0.8551 85.51%
CYP2C19 inhibition - 0.7194 71.94%
CYP2D6 inhibition - 0.8742 87.42%
CYP1A2 inhibition - 0.8158 81.58%
CYP2C8 inhibition - 0.6190 61.90%
CYP inhibitory promiscuity - 0.8635 86.35%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8500 85.00%
Carcinogenicity (trinary) Non-required 0.6236 62.36%
Eye corrosion - 0.9823 98.23%
Eye irritation - 0.9560 95.60%
Skin irritation - 0.7949 79.49%
Skin corrosion - 0.9310 93.10%
Ames mutagenesis - 0.5178 51.78%
Human Ether-a-go-go-Related Gene inhibition - 0.4373 43.73%
Micronuclear - 0.7300 73.00%
Hepatotoxicity - 0.7822 78.22%
skin sensitisation - 0.8761 87.61%
Respiratory toxicity - 0.5444 54.44%
Reproductive toxicity + 0.5667 56.67%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity + 0.6326 63.26%
Acute Oral Toxicity (c) III 0.3879 38.79%
Estrogen receptor binding - 0.5592 55.92%
Androgen receptor binding - 0.4893 48.93%
Thyroid receptor binding + 0.7024 70.24%
Glucocorticoid receptor binding - 0.5129 51.29%
Aromatase binding + 0.8315 83.15%
PPAR gamma + 0.6920 69.20%
Honey bee toxicity + 0.6065 60.65%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.6818 68.18%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.51% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 95.88% 95.93%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.76% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.47% 97.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 86.86% 96.61%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 85.27% 86.92%
CHEMBL2996 Q05655 Protein kinase C delta 84.39% 97.79%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.89% 94.45%
CHEMBL3589 P55263 Adenosine kinase 83.28% 98.05%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.94% 95.50%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 82.82% 97.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.97% 97.25%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.06% 92.94%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Rehmannia glutinosa

Cross-Links

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PubChem 24884124
NPASS NPC167594